Understanding the Chemical Properties and Synthesis of 2',4'-Dichloro-5'-fluoroacetophenone
For chemists and material scientists, a thorough understanding of chemical intermediates is key to unlocking new synthetic pathways and developing innovative products. 2',4'-Dichloro-5'-fluoroacetophenone (CAS 704-10-9) is a prime example of such a compound, offering a rich chemical profile that makes it indispensable in various industrial applications, particularly in pharmaceuticals and agrochemicals.
This aromatic ketone is defined by its molecular formula C8H5Cl2FO and a molecular weight of approximately 207.03 g/mol. Its distinctive structure features an acetophenone backbone with two chlorine atoms at the 2' and 4' positions and a fluorine atom at the 5' position. This specific arrangement of electron-withdrawing substituents significantly influences its reactivity. The compound typically appears as a white crystalline powder, with a melting point ranging from 33-36°C, indicating a degree of crystalline order and purity. Its boiling point is reported at 167°C, and it possesses an index of refraction of 1.546.
The synthesis of 2',4'-Dichloro-5'-fluoroacetophenone often involves multi-step processes. Common routes include the acylation of substituted halobenzenes or sequential halogenation and acylation reactions. For instance, Friedel-Crafts acylation of suitable precursors, followed by selective halogenation, can yield the desired product. Industrial production methods focus on optimizing reaction conditions to maximize yield and purity, often involving precise control of temperature, catalysts, and reactant ratios. Ensuring a high assay (≥99.0%) and low moisture content (≤0.2%) are standard specifications for reliable suppliers.
The utility of 2',4'-Dichloro-5'-fluoroacetophenone stems from its reactivity. It readily participates in nucleophilic substitution reactions and can be a precursor for various functional group transformations. Its primary application as an intermediate in the synthesis of fluoroquinolone antibiotics highlights its importance in creating molecules that target bacterial DNA gyrase and topoisomerase IV. Furthermore, its role in agrochemical synthesis underscores its versatility in building complex structures for crop protection.
For those looking to procure this essential intermediate, partnering with experienced manufacturers and suppliers, especially from China, can provide access to high-quality material at competitive prices. A supplier’s ability to guarantee product specifications and provide detailed technical information is crucial for seamless integration into synthesis workflows.
Perspectives & Insights
Chem Catalyst Pro
“Common routes include the acylation of substituted halobenzenes or sequential halogenation and acylation reactions.”
Agile Thinker 7
“For instance, Friedel-Crafts acylation of suitable precursors, followed by selective halogenation, can yield the desired product.”
Logic Spark 24
“Industrial production methods focus on optimizing reaction conditions to maximize yield and purity, often involving precise control of temperature, catalysts, and reactant ratios.”